Organic Compound, Light-Emitting Device Including the Same, and Electronic Apparatus Including the Light-Emitting Device

The present application claims priority to and the benefit of Korean Patent Application No. 10-2024-0059422, filed on May 3, 2024, in the Korean Intellectual Property Office, the entire disclosure of which is incorporated herein by reference.

One or more embodiments of the present disclosure relate to an organic compound, a light-emitting device including the organic compound, and an electronic apparatus including the light-emitting device.

A light-emitting device (e.g., an organic light-emitting device) may include a first electrode, a hole transport region, an emission layer, an electron transport region, and a second electrode that are sequentially arranged. Holes injected from the first electrode may move toward the emission layer through the hole transport region. Similarly, electrons injected from the second electrode may move toward the emission layer through the electron transport region. In the emission layer, carriers, such as these holes and electrons, recombine to produce excitons. As these excitons transition (decay) from an excited state to a ground state, they emit light, which may be used to display an image.

One or more aspects of embodiments of the present disclosure are directed toward an organic compound that has high stability and high hole-transporting ability and may be easily synthesized, a light-emitting device having improved external quantum efficiency by including the organic compound, and an electronic apparatus including the light-emitting device.

Additional aspects will be set forth in part in the description which follows and, in part, will be apparent from the description, or may be learned by practice of the presented embodiments of the disclosure.

According to one or more embodiments of the present disclosure, a light-emitting device includes a first electrode, a second electrode opposite to (e.g., facing) the first electrode, and an interlayer between the first electrode and the second electrode and including an emission layer, wherein the interlayer includes a first organic compound represented by Formula 1:

wherein, in Formula 1,

According to one or more embodiments of the present disclosure, an electronic apparatus includes the light-emitting device and a thin-film transistor electrically connected to the light-emitting device.

According to one or more embodiments of the present disclosure, electronic equipment includes the electronic apparatus, wherein the electronic equipment may be at least one of a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, a light for indoor lighting, a light for outdoor lighting, a light for signaling, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a telephone, a mobile phone, a tablet personal computer, a phablet, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a camcorder, a viewfinder, a micro display, a 3D display, a virtual reality display, an augmented reality display, a vehicle, a video wall including multiple displays tiled together, a theater screen, a stadium screen, a phototherapy device, or a signboard.

According to one or more embodiments of the present disclosure, provided is the organic compound represented by Formula 1.

Reference will now be made in more detail to one or more embodiments, examples of which are illustrated in the accompanying drawings, wherein like reference numerals refer to like elements throughout the present disclosure, and duplicative descriptions thereof may not be provided for conciseness. In this regard, the presented embodiments may have different forms and should not be construed as being limited to the descriptions set forth herein. Accordingly, the embodiments of the present disclosure are merely described, by referring to the drawings, to explain aspects of the present disclosure. As used herein, the term “and/or” or “or” may include any and all combinations of one or more of the associated listed items. Throughout the disclosure, the expressions such as “at least one of,” “one of,” and “selected from,” when preceding a list of elements, modify the entire list of elements and do not modify the individual elements of the list. For example, “at least one of a, b, or c,” “at least one selected from a, b, and c,” “at least one selected from among a to c,” etc., may indicate only a, only b, only c, both (e.g., simultaneously) a and b, both (e.g., simultaneously) a and c, both (e.g., simultaneously) b and c, all of a, b, and c, or variations thereof. The “/” utilized herein may be interpreted as “and” or as “or” depending on the situation.

According to one or more embodiments of the present disclosure, a light-emitting device includes: a first electrode; a second electrode opposite to (e.g., facing) the first electrode; and an interlayer between the first electrode and the second electrode and including an emission layer, wherein the interlayer includes a first organic compound represented by Formula 1:

wherein, in Formula 1,

The first electrode of the light-emitting device may be an anode, and the second electrode of the light-emitting device may be a cathode.

In one or more embodiments, the interlayer may further include a hole transport region between the first electrode and the emission layer and an electron transport region between the emission layer and the second electrode. The hole transport region may include a hole injection layer, a hole transport layer, an emission auxiliary layer, an electron blocking layer, or any combination thereof. The electron transport region may include a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, an electron injection layer, or any combination thereof.

In one or more embodiments, the emission layer may include the first organic compound. For example, the first organic compound may serve as a host. In one or more embodiments, the interlayer may further include a dopant that emits fluorescence or delayed fluorescence. For example, the emission layer may further include a dopant that emits fluorescence or delayed fluorescence. The emission layer may be to emit red light, green light, blue light, and/or white light (e.g., combined white light). In one or more embodiments, the emission layer may be to emit blue light. For example, the emission layer may be to emit light having a maximum emission wavelength in a range of about 400 nanometers (nm) to about 490 nm.

In one or more embodiments, the interlayer may further include a second organic compound that is represented by Formula 2 and is different from the first organic compound:

wherein, in Formula 2,

Qto Q, Qto Q, Qto Q, and Qto Qmay each independently be: hydrogen; deuterium, tritium; —F; —Cl; —Br; —I; a hydroxyl group; a cyano group; a nitro group; a C-Calkyl group; a C-Calkenyl group; a C-Calkynyl group; a C-Calkoxy group; or a C-Ccarbocyclic group or a C-Cheterocyclic group, each unsubstituted or substituted with deuterium, tritium, —F, a cyano group, a C-Calkyl group, a C-Calkoxy group, a phenyl group, a biphenyl group, or any combination thereof.

In one or more embodiments, Arin Formula 2 may be a C-Caryl group unsubstituted or substituted with at least one R. For example, Armay be a phenyl group that is unsubstituted or substituted with at least one Ror a naphthalenyl group that is unsubstituted or substituted with at least one Rob.

Armay be a C-Caryl group that is unsubstituted or substituted with at least one Ror a monovalent non-aromatic condensed heteropolycyclic group that is unsubstituted or substituted with at least one R. For example, Armay be a phenyl group, a naphthalenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, or a benzonaphthofuranyl group, each unsubstituted or substituted with at least one R.

If (e.g., when) a21 is 2, two L(s) may be identical to or different from each other. If (e.g., when) a22 is 2, two L(s) may be identical to or different from each other.

In one or more embodiments, a21 in Formula 2 may be 0.

In one or more embodiments, in Formula 2, i) if (e.g., when) a22 is 0, Armay be a C-Caryl group that is unsubstituted or substituted with at least one R, or ii) if (e.g., when) a22 is 0, Armay be a monovalent non-aromatic condensed heteropolycyclic group that is unsubstituted or substituted with at least one R.

In one or more embodiments, in Formula 2, Land Lmay each independently be a phenylene group that is unsubstituted or substituted with at least one R. For example, in one or more embodiments, Land Lmay each independently be an ortho-phenylene group, a meta-phenylene group, or a para-phenylene group, each unsubstituted or substituted with at least one Rob.

In one or more embodiments, the second organic compound may include at least one deuterium, but embodiments of the present disclosure are not limited thereto.

In one or more embodiments, the emission layer may include both (e.g., simultaneously) the first organic compound and the second organic compound. A weight ratio of the first organic compound to the second organic compound may be in a range of about 1:10 to about 10:1, for example, about 1:5 to about 5:1, about 1:4 to about 4:1, or about 1:3 to about 3:1.

According to one or more embodiments of the present disclosure, an electronic apparatus may include: the light-emitting device; and a thin-film transistor electrically connected to the light-emitting device.

According to one or more embodiments of the present disclosure, an electronic equipment may include the electronic apparatus, wherein the electronic equipment may be at least one of a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, a light for indoor lighting, a light for outdoor lighting, a light for signaling, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a telephone, a mobile phone, a tablet personal computer, a phablet, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a camcorder, a viewfinder, a micro display, a three-dimensional (3D) display, a virtual reality display, an augmented reality display, a vehicle, a video wall including multiple displays tiled together, a theater screen, a stadium screen, a phototherapy device, or a signboard.

According to one or more embodiments of the present disclosure, provided is the organic compound represented by Formula 1.

In Formula 1, one selected from among Rto Rindicates a binding site to (L), and thus a compound in which one selected from among Rto Rindicates a binding site to (L)is clearly distinguished from the organic compound according to one or more embodiments of the present disclosure. In other words, a compound where one selected from among Rto Ris or serves as a binding site to (L)is clearly distinct from the organic compound described in one or more embodiments of the present disclosure.

In Formula 1, an indole group may be linked to a carbon atom at the position 9 (or 10) of an anthracene group through (L)to which the binding site indicated by one selected from Rto Ris linked. Thus, a compound in which an indole group is linked to a carbon atom atone of the positions 1 to 8 of an anthracene group is clearly distinguished from the organic compound according to one or more embodiments of the present disclosure. Because the indole group is linked to a carbon atom at the position 9 (or 10) of the anthracene group, the organic compound may be easily synthesized.

Because the organic compound according to one or more embodiments includes the indole group, a compound including, instead of the indole group, a benzimidazole group, a benzoxazole group, or a benzothiazole group is clearly distinguished from the organic compound according to one or more embodiments of the present disclosure.

In one or more embodiments, in Formula 1, Armay be a C-Caryl group or a C-Cheteroaryl group, each unsubstituted or substituted with deuterium, tritium, a cyano group, a C-Calkyl group, a C-Calkoxy group, or any combination thereof.

In one or more embodiments, in Formula 1, Armay be a phenyl group, a naphthalenyl group, an anthracenyl group, a phenanthrenyl group, a phenalenyl group, a tetracenyl group, a pyrenyl group, a chrysenyl group, a triphenylenyl group, a pentacenyl group, or a perylenyl group, each unsubstituted or substituted with at least one R.

In one or more embodiments, in Formula 1, Land Lmay each independently be a phenylene group that is unsubstituted or substituted with at least one R. For example, Land Lmay each independently be an ortho-phenylene group, a meta-phenylene group, or a para-phenylene group, each unsubstituted or substituted with at least one R.

In one or more embodiments, in Formula 1, i) a1 may be 0, or ii) Lmay be a phenylene group unsubstituted or substituted with at least one R.

In one or more embodiments, in Formula 1, a2 may be 0.

In one or more embodiments, in Formula 1, Rto Rmay each independently be hydrogen, deuterium, tritium, a C-Calkyl group unsubstituted or substituted with at least one R, a C-Caryl group unsubstituted or substituted with at least one R, or a C-Cheteroaryl group unsubstituted or substituted with at least one R.

In one or more embodiments, in Formula 1, at least one of Ror Rmay be a C-Caryl group that is unsubstituted or substituted with at least one Ror a C-Cheteroaryl group that is unsubstituted or substituted with at least one R.

For example, in one or more embodiments, Rmay be a phenyl group that is unsubstituted or substituted with at least one deuterium or a naphthalenyl group that is unsubstituted or substituted with at least one deuterium. At least one of Ror Rmay be a phenyl group that is unsubstituted or substituted with at least one deuterium or a naphthalenyl group that is unsubstituted or substituted with at least one deuterium.

In one or more embodiments, the organic compound may be represented by Formula 1-1:

In one or more embodiments, the organic compound may include at least one deuterium, but embodiments of the present disclosure are not limited thereto.

In one or more embodiments, the organic compound may satisfy at least one selected from among Conditions 1 to 8:

Aris a phenyl group substituted with at least one deuterium;

Lis a phenylene group substituted with at least one deuterium;